Top Day Trips from Boston (Updated November 2026)

We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our...

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best...

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included...

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and...

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic...

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution....

Join us on a journey from the vibrant city of Boston to the historic town of Salem, Massachusetts. Our expert guides will take you on...

Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where...

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul...

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond...

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...

Immerse yourself in our colonial history! On this six-hour driving tour, you will see the sights and hear the stories of Boston's colonial past narrated...

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing...

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal...

Discover Boston's academic and waterfront highlights in a small group. Walk through Harvard University and MIT, then enjoy time at historic Quincy Market. Summer departures...

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from...

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of...

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and...

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination...

This is an action packed private day tour of the sites, history and events of the Revolutionary War era in Boston, Cambridge Lexington & Concord....